Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitric Acid | HCID 944 | — |
| Reactant | HCID 23092679 | HCID 23092679 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 67426897 | HCID 67426897 | — |
Reaction Steps
(rac)-N-(3-Isopropyl-1-methyl-2-oxo-2,3-dihydro-1H-indol-5-yl)-acetamide is dissolved in acetic acid (3 ml) and cooled to 0° C. Then nitric acid (fuming, 1.5 ml) is added drop-wise and the reaction mixture is stirred for 30 min at this temperature. After completion of the reaction the mixture is poured into ice-water and extracted with CH2Cl2. The combined organic layer is washed with water, dried over MgSO4 and evaporated. The residue is subjected to flash chromatography on silica gel eluting with light petroleum/EtOAc to give the pure compound (1.7 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07714010B2 |
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| Source dataset | uspto-grants-2010_05 |
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| ORD ID | ord-35e12d64395c4cc2987caef824baa35d |
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| Source note | uspto-grants-2010_05 |
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